Earlier quoted context omitted.
I feel somewhat dirty saying this, but I'm a fan of Office 365. Exchange support, fantastic customer service, and I feel like if I'm paying money, I'm actually the customer. NSA's got all my shit anyway, at this point. If I can find an equivalent product that doesn't have the .gov down their throats, I'll jump ship tomorrow. But for now...
I just got an idea: The hard part about setting up your own email server is, by far, ensuring deliverability. New/dynamic addresses tend to not be trusted by other mail servers, so that is really the most "dangerous"/time consuming part. So, why not do the following?: * Set up your home server to accept email. If it goes down for a few hours, hey, pretty much every mail server will retry for a few days, so you're pre…
It seems to me that until DNSSEC becomes widespread, there isn't secure way to mandate TLS. (OK you could come up with some hack using HTTPS, like check https://domain.com/smtpsettings for each domain to determine if TLS is required.)
Of course running your own server does prevent wiretaps being implemented by Google, or retroactive access to your mailbox. But it's hardly "keeping your email safe from the NSA".